Vanguard Total Stock Market Index Fund 529.com

Annual Report | December 31, 2018

Vanguard Total Stock Market Index Fund

See the inside front cover for important information about access to your fund's annual and semiannual shareholder reports.

Important information about access to shareholder reports

Beginning on January 1, 2021, as permitted by regulations adopted by the Securities and Exchange Commission, paper copies of your fund's annual and semiannual shareholder reports will no longer be sent to you by mail, unless you specifically request them. Instead, you will be notified by mail each time a report is posted on the website and will be provided with a link to access the report. If you have already elected to receive shareholder reports electronically, you will not be affected by this change and do not need to take any action. You may elect to receive shareholder reports and other communications from the fund electronically by contacting your financial intermediary (such as a broker-dealer or bank) or, if you invest directly with the fund, by calling Vanguard at one of the phone numbers on the back cover of this report or by logging on to . You may elect to receive paper copies of all future shareholder reports free of charge. If you invest through a financial intermediary, you can contact the intermediary to request that you continue to receive paper copies. If you invest directly with the fund, you can call Vanguard at one of the phone numbers on the back cover of this report or log on to . Your election to receive paper copies will apply to all the funds you hold through an intermediary or directly with Vanguard.

Contents

A Note From Our CEO. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 Your Fund's Performance at a Glance. . . . . . . . . . . . . . . . . . 2 About Your Fund's Expenses. . . . . . . . . . . . . . . . . . . . . . . . . 3 Performance Summary. . . . . . . . . . . . . . . . . . . . . . . . . . . . . .5 Financial Statements. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 8

Please note: The opinions expressed in this report are just that--informed opinions. They should not be considered promises or advice. Also, please keep in mind that the information and opinions cover the period through the date on the front of this report. Of course, the risks of investing in your fund are spelled out in the prospectus.

A Note From Our CEO

Tim Buckley Chairman and Chief Executive Officer

Dear Shareholder,

Over the years, I've found that prudent investors exhibit a common trait: discipline. No matter how the markets move or what new investing fad hits the headlines, those who stay focused on their goals and tune out the noise are set up for long-term success.

The prime gateway to investing is saving, and you don't usually become a saver without a healthy dose of discipline. Savers make the decision to sock away part of their income, which means spending less and delaying gratification, no matter how difficult that may be.

Of course, disciplined investing extends beyond diligent saving. The financial markets, in the short term especially, are unpredictable; I have yet to meet the investor who can time them perfectly. It takes discipline to resist the urge to go all-in when markets are frothy or to retreat when things look bleak.

Staying put with your investments is one strategy for handling volatility. Another, rebalancing, requires even more discipline because it means steering your money away from strong performers and toward poorer performers.

Patience--a form of discipline--is also the friend of long-term investors. Higher returns are the potential reward for weathering the market's turbulence and uncertainty.

It's important to be prepared for that turbulence, whenever it appears. Don't panic. Don't chase returns or look for answers outside the asset classes you trust. And be sure to rebalance periodically, even when there's turmoil.

Whether you're a master of self-control, get a boost from technology, or work with a professional advisor, know that discipline is necessary to get the most out of your investment portfolio. And know that Vanguard is with you for the entire ride.

Thank you for your continued loyalty.

Sincerely,

Mortimer J. Buckley Chairman and Chief Executive Officer January 17, 2019

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Your Fund's Performance at a Glance

? The broad U.S. stock market finished 2018 with about a ?5% return--its first negative calendar-year result since 2008--as stocks declined sharply over the fourth quarter. Growth stocks outperformed value, while large-capitalization stocks led midand small-caps.

? Reflecting this environment, Vanguard Total Stock Market Index Fund returned ?5.26% for Investor Shares and ?5.17% for Admiral Shares for the 12 months ended December 31, 2018. The fund, which offers investors exposure to every segment, size, and style of the U.S. equity market, closely tracked its target index, the CRSP US Total Market Index, and outpaced its multicapitalization core fund peers.

? Seven of the fund's ten sectors recorded negative returns, with financials and industrials detracting the most from results. Health care was the top contributor.

? Please note that in November, Vanguard lowered the investment minimum for the fund's Admiral Shares from $10,000 to $3,000.

Market Barometer

Stocks Russell 1000 Index (Large-caps) Russell 2000 Index (Small-caps) Russell 3000 Index (Broad U.S. market) FTSE All-World ex US Index (International)

Bonds Bloomberg Barclays U.S. Aggregate Bond Index (Broad taxable market) Bloomberg Barclays Municipal Bond Index (Broad tax-exempt market) FTSE Three-Month U.S. Treasury Bill Index

CPI Consumer Price Index

Average Annual Total Returns Periods Ended December 31, 2018

One Year Three Years

Five Years

- 4.78% -11.01 -5.24 -14.13

9.09% 7.36 8.97 4.58

8.21% 4.41 7.91 1.05

0.01% 1.28 1.86

1.91%

2.06% 2.30 0.98

2.03%

2.52% 3.82 0.59

1.51%

2

About Your Fund's Expenses

As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund's gross income, directly reduce the investment return of the fund.

A fund's expenses are expressed as a percentage of its average net assets. This figure is known as the expense ratio. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period.

The accompanying table illustrates your fund's costs in two ways:

? Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The "Ending Account Value" shown is derived from the fund`s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.

To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading "Expenses Paid During Period."

? Based on hypothetical 5% yearly return. This section is intended to help you compare your fund`s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case--because the return used is not the fund's actual return--the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund's costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.

Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only and do not reflect transaction costs incurred by the fund for buying and selling securities. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a "sales load."

The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.

You can find more information about the fund's expenses, including annual expense ratios, in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund's current prospectus.

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Six Months Ended December 31, 2018

Total Stock Market Index Fund

Beginning Account Value

6/30/2018

Ending Account Value

12/31/2018

Expenses Paid During

Period

Based on Actual Fund Return

Investor Shares

$1,000.00

$917.80

$0.68

ETF Shares

1,000.00

918.45

0.10

AdmiralTM Shares

1,000.00

918.17

0.19

Institutional Shares

1,000.00

918.24

0.15

Institutional Plus Shares

1,000.00

918.28

0.10

Institutional Select Shares

1,000.00

918.31

0.05

Based on Hypothetical 5% Yearly Return

Investor Shares

$1,000.00

$1,024.50

$0.71

ETF Shares

1,000.00

1,025.10

0.10

Admiral Shares

1,000.00

1,025.00

0.20

Institutional Shares

1,000.00

1,025.05

0.15

Institutional Plus Shares

1,000.00

1,025.10

0.10

Institutional Select Shares

1,000.00

1,025.16

0.05

The calculations are based on expenses incurred in the most recent six-month period. The fund's annualized six-month expense ratios for that period are 0.14% for Investor Shares, 0.02% for ETF Shares, 0.04% for Admiral Shares, 0.03% for Institutional Shares, 0.02% for Institutional Plus Shares, and 0.01% for Institutional Select Shares. The dollar amounts shown as "Expenses Paid" are equal to the annualized expense ratio multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (184/365).

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Total Stock Market Index Fund

Performance Summary

All of the returns in this report represent past performance, which is not a guarantee of future results that may be achieved by the fund. (Current performance may be lower or higher than the performance data cited. For performance data current to the most recent month-end, visit our website at performance.) Note, too, that both investment returns and principal value can fluctuate widely, so an investor's shares, when sold, could be worth more or less than their original cost. The returns shown do not reflect taxes that a shareholder would pay on fund distributions or on the sale of fund shares.

Cumulative Performance: December 31, 2008, Through December 31, 2018 Initial Investment of $10,000

12345678

12345678

$43,000 34,325

2009

2010

2011

2012

2013

2014

2015

2016

2017

2018

5,000

Total Stock Market Index Fund Investor Shares

Average Annual Total Returns Periods Ended December 31, 2018

One Year

Five Years

Ten Years

-5.26%

7.79%

13.13%

Final Value of a $10,000 Investment

$34,325

- - - - - - - - - - Spliced Total Stock Market Index

-5.17

7.92

13.26

34,736

Spliced Total Stock Market Index: Dow Jones U.S. Total Stock Market Index (formerly known as the Dow Jones Wilshire 5000 Index) through April 22, 2005; MSCI US Broad Market Index through June 2, 2013; and CRSP US Total Market Index thereafter.

Total Stock Market Index Fund ETF Shares Net Asset Value

Spliced Total Stock Market Index

One Year

-5.13% -5.17

Five Years

7.92% 7.92

Ten Years

13.26% 13.26

Final Value of a $10,000 Investment

$34,723 34,736

Total Stock Market Index Fund Admiral Shares Spliced Total Stock Market Index

One Year

-5.17%

-5.17

Five Years

7.90%

7.92

Ten Years

13.25%

13.26

Final Value of a $10,000 Investment

$34,709

34,736

See Financial Highlights for dividend and capital gains information. 5

Total Stock Market Index Fund

Total Stock Market Index Fund Institutional Shares

Spliced Total Stock Market Index

Average Annual Total Returns Periods Ended December 31, 2018

One

Five

Ten

Year

Years

Years

-5.16% -5.17

7.91% 7.92

13.26% 13.26

Final Value of a $5,000,000

Investment

$17,361,590

17,368,142

One Year

Since

Final Value

Inception of a $100,000,000

(4/28/2015)

Investment

Total Stock Market Index Fund Institutional Plus Shares

-5.15%

6.33%

$125,298,030

CRSP US Total Market Index

-5.17

6.31

125,232,230

"Since Inception" performance is calculated from the Institutional Plus Shares' inception date for both the fund and its comparative standards.

One Year

Since Inception (6/27/2016)

Final Value of a $5,000,000,000

Investment

Total Stock Market Index Fund Institutional Select Shares

-5.14%

11.47%

$6,567,400,000

CRSP US Total Market Index

-5.17

11.45

6,563,911,000

"Since Inception" performance is calculated from the Institutional Select Shares' inception date for both the fund and its comparative standards.

Cumulative Returns of ETF Shares: December 31, 2008, Through December 31, 2018

One

Five

Year

Years

Ten Years

Total Stock Market Index Fund ETF Shares Market Price

-5.20%

46.33%

246.82%

Total Stock Market Index Fund ETF Shares Net Asset Value

-5.13

46.36

247.23

Spliced Total Stock Market Index

-5.17

46.37

247.36

For the ETF Shares, the market price is determined by the midpoint of the bid-offer spread as of the closing time of the New York Stock Exchange (generally 4 p.m., Eastern time). The net asset value is also determined as of the NYSE closing time. For more information about how the ETF Shares' market prices have compared with their net asset value, visit , select your ETF, and then select the Price and Performance tab. The ETF premium/discount analysis there shows the percentages of days on which the ETF Shares' market price was above or below the NAV.

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